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Villas in Southwest Side

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Villas in Southwest Side

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Recommended hotels in Southwest Side

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Brighton Park
8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
United States
Nichole S.
$181 nightly
The price is $203
Dec 22 - Dec 23
Total with taxes and fees
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Carlton Inn Midway

2.0 star property
Archer Heights
6.4 out of 10, (1004)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
$99 nightly
The price is $116
Jan 1 - Jan 2, 2026
Total with taxes and fees
Carlton Inn Midway

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Brighton Park
9.2 out of 10, Wonderful, (7)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
United States
Jessica H.
$226 nightly
The price is $253
Dec 9 - Dec 10
Total with taxes and fees
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Skylark Motel

2.0 star property
Garfield Ridge
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
$85 nightly
The price is $100
Dec 9 - Dec 10
Total with taxes and fees
Skylark Motel

Rainbow Motel

2.0 star property
Garfield Ridge
5.8 out of 10, (18)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
United States
Conner
$107 nightly
The price is $124
Dec 16 - Dec 17
Total with taxes and fees
Rainbow Motel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2123)
"Loved and enjoyed our stay"
United States
Luis
$128 nightly
The price is $145
Dec 28 - Dec 29
Total with taxes and fees
Palmer House a Hilton Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2260)
"Smooth check in and beautiful hotel"
United States
Monique
$125 nightly
The price is $146
Jan 6 - Jan 7, 2026
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2955)
"Great location and great staff!!"
United States
lynne
$83 nightly
The price is $97
Dec 22 - Dec 23
Total with taxes and fees
Aloft Chicago Mag Mile

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3002)
"Very beautiful place to stay"
United States
FaithBrenda
$139 nightly
The price is $163
Jan 2 - Jan 3, 2026
Total with taxes and fees
Swissotel - Chicago

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4850)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
$93 nightly
The price is $109
Jan 8 - Jan 9, 2026
Total with taxes and fees
River Hotel

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2116)
"Would stay again. "
United States
Montroy
$127 nightly
The price is $149
Jan 4 - Jan 5, 2026
Total with taxes and fees
Silversmith Hotel Chicago Downtown

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3006)
"Enjoyed this hotel stay. "
United States
Kimberly
$93 nightly
The price is $109
Dec 22 - Dec 23
Total with taxes and fees
Warwick Allerton - Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2184)
"Nice Hotel"
United States
Alan
$89 nightly
The price is $105
Dec 16 - Dec 17
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2748)
"Great food clean room friendly staff"
United States
MARINA
$109 nightly
The price is $128
Jan 6 - Jan 7, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2945)
"Excellent stay great location and great rooms"
United States
Joseph
$123 nightly
The price is $144
Dec 9 - Dec 10
Total with taxes and fees
Hotel Riu Plaza Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3450)
"Great place to stay "
United States
RaShawna
$106 nightly
The price is $124
Dec 15 - Dec 16
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3431)
"Great Hotel!"
United States
Siranush
$130 nightly
The price is $153
Jan 4 - Jan 5, 2026
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1048)
"Great Hotel!"
United States
Wendy
$123 nightly
The price is $144
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3394)
"Everything was amazing, from the staff to the room, amenities simply perfect.!! "
United States
TERESA
$161 nightly
The price is $189
Dec 22 - Dec 23
Total with taxes and fees
Hyatt Regency Chicago

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1509)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
$101 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
The Wade
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Side Hotel Reviews

Find out more about Southwest Side

Southwest Side Villas information

Number of reviews
42,042
Accommodation
3 Villas
Lowest Price
$97
Highest Price
$253

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